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Anna Maria Island Cottages

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    Travellers to Anna Maria Island are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    79 Matching Rentals in Anna Maria IslandView all 1,134 rentals
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    The Little Mermaid On Beautiful Anna Maria Island!1 / 17
    (24)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    The Tree House1 / 22
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Brand New Renovation Sea Waves Cottage1 / 16
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Anthony Beach Cottages Bare Feet Retreat1 / 31
    (2)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Grill
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Outdoor Dining Area
    • Patio
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 August 2016
    April was helpful and prompt. She made the whole process from booking to check out easy! The house was cozy and just what we were looking for. I would definitely book again
    Reviewed 27 July 2015
    I will be going back! From reservations to communication, from check in to location and the property itself, this place is magnificent!
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    About this property
    This newly remodeled Florida gem backs onto 17 acres of mangrove forest and is ideally located only 3 blocks from the beach. Reasonably priced, this quaint 3 bedroom, 1 bath cottage has a spacious backyard equipped with a pool, hammock, patio furniture, grill, brick fireplace, and picket fencing,...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Anna Maria The Pink Flamingo1 / 22
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Air Conditioning
    • Grill
    • DVD Player
    • Balcony
    • Washer
    • Patio
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 January 2017
    The photos are accurate. But, in person the home is stunning. When my husband and I walked in, the first thing I said was "they must have did a background check on...
    Reviewed 1 December 2014
    LOVED, LOVED, LOVED this property! It's perfectly located right in the heart of Anna Marie island - easy in and out parking RIGHT in front of the villa. The villa was roomy for...
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    About this property
    ANNA MARIA ISLAND #3 TOP 10 ISLAND'S IN U.S.A. Palm Isle 3203,our 2 bedroom island decorated condo is across the street from the beaches of Anna Maria Island. Steps from the heated pool and fully landscaped setting, along with all the amenities of home, your family will enjoy our beach get...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Palm Cottage1 / 21
    (6)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • Wi-Fi
    • Washer
    • Ocean Views
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 May 2017
    The unit was very clean and pretty. Kitchen and linens were well stocked. Located right across the street and right down the road from restaurants. Our first time to the...
    Reviewed 14 April 2016
    The unit itself was very clean and decorated nicely. However, the beach across the street was under construction and closed. The view was of construction equipment, cranes...
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    About this property
    We all know Location! Location! Location! Just yards from the beach, Palm Cottage is a beautiful cottage located in Bradenton Beach and is just steps from the Gulf. This 1 bedroom condo offers a full size, fully equipped kitchen with refrigerator, dishwasher, microwave, oven, ample cookware and...
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    Bradenton Beach, Anna Maria Island 34217
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Periwinkles are small, sunshine loving flowers with a color so distinct they name crayons after it. On a street baring their name in Anna Maria Island, you’ll find a vacation rental home appropriate to the name - "Pretty Palms" on Periwinkle Plaza. This three bedroom, two bathroom cottage is...
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    Location Information
    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Balcony
    • Grill
    • Washer
    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea Breeze cottage is located at north end of Anna Maria island. Brand new renovation, 2 bedrooms with 2 bath rooms, with private dock, sailboat direct to Bimini bay, unobstructed , natural view of Bimini bay. Less than three minute walk to beach, walking distance to pine ave and the city pier and...
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    Location Information
    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Private Garden
    • Satellite TV
    • Parking
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Ocean Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cottage is located "on the beach" 3007 Avenue F, beautiful Holmes beach. It is the downstairs unit (1 of 2). The cottage is very comfortable and sleeps 4 comfortably with additional space for a pull-out. This quaint cottage is hidden away on a dead end street, away from it all yet close...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    AMICoastal Rentals Cracker Cottages - Sea Stories1 / 20
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 June 2016
    We loved the cottage and its location. Every morning we would walk the beach and have breakfast in the Gulf Drive Cafe'. In the evening we would return to the beach for a stroll...
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    About this property
    "Cracker Cottages" Features Two Comfortable Bedrooms, One with a King-size Bed, and the Other with a Queen. Both Have Flat-panel Televisions So Everyone Can Watch What They'd Like. a Full Bath with a Combination Tub and Shower Sits at the End of the Hall Between the Two Bedrooms.Although You Can...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
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    • Satellite TV
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    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A beautiful brand new pool and tropical outdoor area await you in the newest of our vacation rentals, A Mermaid''s Lair! Located on the quiet north end of Anna Maria right across the street from Tampa Bay, this tastefully designed island décor house is waiting for you to settle in, relax, and...
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    Location Information
    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Bean Point Beach Cottage1 / 22
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Patio
    • Internet Access
    • Satellite TV
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    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 July 2016
    This was our first visit to AMI. My booking of Bean Point Cottage was solely based on the pictures online, as it did not have any reviews. Bean Point Cottage was the perfect...
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    About this property
    Look no further for the perfect vacation rental! This three bedroom vacation rental is located on the serene north end of Anna Maria Island. Tastefully decorated with beautiful beach décor, and boasting a wonderfully open living and dining space, this vacation rental creates an exceptionally...
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    Location Information
    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Grill
    • Terrace
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
      Willow Cottage is a lovely ground level bungalow in Anna Maria just waiting to give you that tropical vacation you dream of and deserve! This private rental home is stylishly decorated with touches of both new and old Florida. From the whimsical coastal print comforters to cool tile floors...
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    Location Information
    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • DVD Player
    • Grill
    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 Bedroom, 2 Bath (sleeps 8) - "Blue Heron Beach House" - 117 Peppertree Lane in Anna Maria.  Welcome to “Blue Heron Beach House”! This adorable Anna Maria beach cottage rental is so close to the Gulf of Mexico you can smell the salt air! Enjoy sugar sand beaches and crisp blue water only steps...
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    Location Information
    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Pineapple Cottage: 2BR Quaint Pet-Friendly Cottage1 / 21
    (13)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Air Conditioning
    • Parking
    • Patio
    • Satellite TV
    • DVD Player
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 May 2017
    We stayed at the Pineapple Cottage from May 11 to May 18.Just my husband and I. We loved the location. You can walk to the beach either on the gulf or the bay. Walked to Beach...
    Reviewed 15 April 2017
    Right in the middle of Pine avenue,the prized area of Anna Maria. Appliances I never owned,ex: ice maker,garbage disposal,convection oven( which I didn't quite know how to use...
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    About this property
    Pineapple Cottage, centrally located on historic Pine Avenue in the city of Anna Maria, is the perfect place to slow down and catch your breath! This Anna Maria Island cottage is tastefully decorated with wood floors, granite and stainless kitchen, tiled shower,professional linen service and...
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    Location Information
    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    AMICoastal Rentals Cracker Cottages - Fish Tales1 / 20
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Ocean Views
    • Patio
    • Grill
    • DVD Player
    • Air Conditioning
    • Washer
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 December 2015
    We spent Christmas week on Bradenton Beach in this comfortable rental. There was plenty of room and it was comfortable. Everything we needed was close by and the beach was...
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    About this property
    "Cracker Cottages" Features Two Comfortable Bedrooms, One with a King-size Bed, and the Other with a Queen. Both Have Flat-panel Televisions So Everyone Can Watch What They'd Like. a Full Bath with a Combination Tub and Shower Sits at the End of the Hall Between the Two Bedrooms.Although You Can...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Steps to the Beach/Renovated/Heated, Private Pool1 / 19
    (1)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Washer
    • Grill
    • Patio
    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Blue Turtle Cottage is a private house 1 property from the beach in Holmes Beach on Anna Maria Island. You will love the location, newness and private pool. Holmes Beach is the central of 3 small cities on Anna Maria Island and convenient to all the Island's amenities. INSIDE The cottage is newly...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Washer
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    All of the Palm Isle Villages are a good choice for family vacations.  But PIV 3206 is particularly perfect for vacations with kids thanks to a charming set of bunk beds in the guest bedroom.  (2) Bedroom, (1) Bathroom, accommodates up to (4) people: 1 Queen, Set of short bunk beds, 1 Sleeper...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Terrace
    • Parking
    • Balcony
    • Internet Access
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Absolutely adorable vintage Bradenton Beach vacation rental cottage “A Pirates Cove” will have you wishing you could stay here forever! This two bedroom one bathroom cottage accommodates up to six guests with one king bed, one double bed, a twin bunk bed. Just one block from pristine Gulf of...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Cabin 2 Spinnakers Cottages: Perfect for a Couple1 / 24
    (5)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Satellite TV
    • Air Conditioning
    • Grill
    • Patio
    • DVD Player
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 May 2016
    This was our third stay in a Coastal Cottages rental and we couldn't be happier. Spinnakers cabin #2 was very cozy, like a home away from home. It had all of the amenities for...
    Reviewed 8 March 2016
    Cabin 2 at Spinnakers was clean and well maintained. The location was perfect; close to the beach and close to the dog park. It was great to have beach chairs, umbrellas...
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    About this property
    Part of the Spinnakers Vacation Cottages Cabin 2 is a one bedroom, one bath cottage nestled in a lush tropical landscape. Surrounded by palms, plumeria, jasmine and more palms you will find our little paradise the perfect spot for a getaway! Cabin 2 offers a comfortable queen size bed as well as a...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Wave Crest: 3BR Gulf-Front Beachfront Cottage1 / 25
    (5)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Air Conditioning
    • Grill
    • Waterfront
    • Satellite TV
    • DVD Player
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 May 2016
    We were excited about renting Wave Crest due to the pictures and information we had previously received. However, nothing prepared us for this beautiful cottage with the...
    Reviewed 14 July 2013
    If you want the beach as your back yard, along with a quiet and empty beach, you just found it. This house was perfect for my wife and I and our two daughters. Having been to...
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    About this property
    Take just four steps from Wave Crest's back door and sink your toes into the white sand beach of Anna Maria Island or enjoy views of the Gulf of Mexico from the deck, Florida room, or the four Adirondack chairs right on the sand. This gulf-front cottage is located directly on the beach and will...
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    Location Information
    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The panoramic views from this dreamy vacation home are something that you will need to tell absolutely everyone back home about – you’ll be sitting literally footsteps from the Gulf of Mexico and our world famous sugar sand beaches! Close enough to spot gulls and crashing waves from your...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The right company can be a retreat all in themselves. When you’re looking for an escape in Anna Maria Island with someone special, consider a week spent at PIV3215 in Holmes Beach.  (1) Bedroom, (1.5) Bathroom, accommodates up to (4) people: 1 King, 1 Sleeper sofa. You’ll have plenty of...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Balcony
    • Terrace
    • DVD Player
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Plum Cottage 324 is professionally decorated with a laidback island flavor, and offers everything you'll desire for a truly memorable vacation! This single story, candy colored rental is directly in the heart of Anna Maria Island. Get on beat with plenty of island flavor as you’ll be close to...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Terrace
    • Parking
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Includes swimming pool and partial views of the gulf, and only 1/2 block from the incredible beaches of Anna Maria Island, this adorable vacation rental in Bradenton Beach comes with a refreshing swimming pool. Located on Anna Maria Island, this rental is the perfect accommodation for a small...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Enchanted Cottage: 2BR Pet-Friendly Cottage1 / 24
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Washer
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    • Satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming, quiet, cozy, Enchanted Cottage is just steps to Tampa Bay and the Historic Anna Maria City Pier, a fun place to fish! A short five blocks to the beautiful powder-soft, white sand and turquoise Gulf water of Anna Maria Island. You may also enjoy the beautiful sunrise from the pier...
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    Location Information
    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    Crows Nest Spinnakers Cottages: 1BR Unique Rental1 / 23
    (4)Very good
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Internet Access
    • Balcony
    • DVD Player
    • Parking
    • Air Conditioning
    • Satellite TV
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 February 2016
    We thought almost everything about our stay at Spinnakers was good. The location was fantastic. The grounds, the amenities (awesome pool area), and the cleanliness of the place...
    Reviewed 29 January 2016
    We loved 202 56th St. (Spinnakers Cottages). We stayed in the Crows Nest. The location was perfect as it was really close to the beach and easy to take the Trolley or Monkey...
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    About this property
    Part of the Spinnakers Vacation Cottages, Crows Nest is what some have called an adult version of a tree house, so you know kids will love it! A one bedroom, one bath vacation rental that sleeps six, Crows Nest features an awesome private deck where you'll have a great space to enjoy coffee, tea...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Cabin 1 Spinnakers Cottages: Perfect for a Couple1 / 23
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Parking
    • Internet Access
    • DVD Player
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 April 2017
    We loved spinnakers! It was such a nice cottage! It was clean and decorated with a beachy theme.The pool was amazing!We already booked it for next yr.
    Reviewed 7 May 2016
    Beach was only a block away. Trolley was free and ran all day. Many shops and eateries to choose from. Nice swimming pool right outside our door. Would recommend this property...
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    About this property
    Part of the Spinnakers Vacation Cottages Cabin 1 is a one bedroom, one bath cottage nestled in a lush tropical landscape. Great for an anniversary celebration, honeymoon or just a getaway! Want to bring the kids? No problem, they will love it here as well! Cabin 1 sits beside the pool area, so...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Internet Access
    • Balcony
    • Air Conditioning
    • Grill
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The right company can be a retreat all in themselves. So when you’re looking for an escape in Anna Maria Island with someone special, consider a week spent at PIV3211 in Holmes Beach. There is room for only two people at this one bedroom, one and half bathroom vacation cottage with a king sized...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    FANTASTIC VALUE! 2 Bedrooms, Heated Pool! Steps to the beach!1 / 21
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • DVD Player
    • Parking
    • Patio
    • Wi-Fi
    • Grill
    • Washer
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Anna Maria Island is a quaint island with a beautiful beach, they have great bike trails and fun nightlife with many restaurants with live music! Starfish 1 is close to the...
    Reviewed 30 August 2016
    This cottage is absolutely ideal for a stay on AMI - just steps from a quiet white sandy beach, away from any main roads but within easy walking distance of a stop for the free...
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    About this property
    <BR>Please note: we welcome only stays of seven nights or more, and require Saturday arrivals.<BR>--------------------------------------------------------------------------------------------------<BR><BR>This delightful cottage isn't just a place to stay – it's your means to a truly tranquil state...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sea La Vie ~ RA434361 / 14
    (1)Terrible
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Direct Gulf Front cottage in Holmes Beach! When we say that Sea la vie is right on the beach, we mean one step off the back porch!  (2) Bedroom, (1) Bathroom, accommodates up to (5) people: 1 Queen, 1 Twin, 1 Sleeper Sofa. Open the windows and fall asleep to crashing waves. Sea gulls and...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Whispering Pines: 2BR Classic Cottage Near Beach1 / 24
    (9)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 March 2016
    Loved this Beautiful Cottage!Steps from the White Sand and Peaceful Beach.I will be back to this Sweet Island!!
    Reviewed 27 October 2015
    As I was looking for a place to stay on AMI I came across Whispering Pines and this quaint cottage caught my eye, I kept coming back to it as I was searching. I was planning a...
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    About this property
    This two-bedroom, two-bath vacation rental is located on the quiet north end of Anna Maria Island. Whispering Pines is just three houses from one of the most beautiful beach accesses on the island. This classic 1920's beach cottage has been lovingly restored. The original wood molding, fireplace,...
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    Location Information
    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
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    Pet friendly
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    Smoking allowed
    About this property
    To say we live in paradise is no exaggeration and we’d like to invite you to experience it yourself with a week at Sea Palm Cottage! This vacation rental home offers room for seven guests, making it ideal for families with children. (3) Bedroom, (2) Bathroom, accommodates up to (7) people: 2...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    When a starfish needs to get away, it is more than prepared to detach an arm in order to do that. Don’t let yourself get that stressed! Stay for a week in Starfish Beach Cottages and feel all your cares and worries just fall away. From the moment you arrive, you’ll feel like this vacation cottage...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Shell Cottage1 / 15
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Satellite TV
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    • Shared Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 February 2017
    We stayed here for a week and loved it, everything you need is taken care of, sadly the weather wasn't great so didn't really get to the beach which was minutes away and looked...
    Reviewed 14 January 2017
    Quite and pretty with a great beach location. Quick response from mangers when we needed help with something.
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    About this property
    Shell Cottage is situated just 200ft away from the beautiful white sandy beach of Anna Maria which is 7 miles long. Set in a quiet leafy lane Shell shares our heated pool with our other 2 cottages and can be rented together or separately. Shell Cottage has a small sofa-bed therefore enabling it to...
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    Location Information
    Anna Maria Island, Florida FL34216
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, Sleeps 3 Quick View
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    About this property
    This is the last property on COQUINA BEACH, GULFSIDE, after historic Bridge Street, before the new pier. This means the pier on Coquina Beach could literally be YOUR backyard for a night, a week or even Spring Break. It doesn't get any better than this. We are booking now for our Grand Opening in...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Holiday Rental House - 1 Bedroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Palm Cottage is a beautiful newly remodeled vacation rental located in Bradenton Beach, just a few steps from the sandy beaches. This 1 bedroom rental offers a  full size, fully equipped kitchen with refrigerator, dishwasher, microwave, oven, ample cookware and small appliances. You'll enjoy the...
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    Bradenton Beach, Anna Maria Island 34217
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    About this property
    Includes swimming pool and partial views of the gulf, and only 1/2 block from the incredible beaches of Anna Maria Island, this adorable vacation rental in Bradenton Beach is actually three 2 bedroom rentals combined into one vacation rental package, for a total of 6 bedrooms and 3 bathrooms, and...
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    Bradenton Beach, Anna Maria Island 34217
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
     4 Bedroom, 2.5 Bath (sleeps 8) - "Shoreline Terrace" - 901 North Shore Drive, Anna Maria Anna Maria Island is" Old Florida" – we take things a little slower and our beaches are more famous for having flour soft sands than reliable cell phone reception. But that’s why people spend time with us...
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    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
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    Pet friendly
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    Smoking allowed
    About this property
    Carissa Coastal Beach Cottage has just been updated with everything you need for your stay, and has a Great Location, only 150+/- steps to the Sugary White Sand Beach! Carissa Cottage has "beachy" decor, nice size living room space with large sofa sleeper and two additional comfy chairs, Flat...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Gulfshore Cottage: 3BR Family-Friendly, Block from Beach1 / 24
    (21)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 March 2017
    This lovely spacious cottage has EVERYTHING you need for the beach..chairs, umbrellas, toys, towels and a cart to tow them to the talcum powder sand beach at the end of the...
    Reviewed 21 December 2016
    We came back after our idyllic stay at Gulf Shore Cottage last year and didn't regret it for a second! Anna Maria Island remains totally unspoilt and the extremely...
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    About this property
    Your time on Anna Maria Island should be perfectly charming in this classic beach-style cottage perfectly located on the west side of Gulf Drive in the city of Anna Maria. Only steps away from the azure blue waters of the Gulf of Mexico, this unique vacation rental boasts two very large bedrooms...
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    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    About this property
    Staying at Mangrove Cottage, known to some as simply “Mangrove Cottage”, is less about vacationing and more about seeing what it means to live the island life. This two bedroom, two bath vacation cottage will feel like home from the first time you wake up in Anna Maria Island’s sunshine and salt...
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    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
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    Smoking allowed
    About this property
    Carissa Coastal Cottage B is a beach get away, approximately 150+/- steps to the sandy white beach! This property has been completely renovated, new kitchen and bath, new AC. Beacy decor, nice size rooms. It is located in Holmes Beach on Anna Maria Island and is in a quiet neighborhood. You can...
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    Location Information
    Anna Maria, Anna Maria Island 34217
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Welcome to the perfect Anna Maria Island beach rental for up to six guests at 200 66th Street! This remodeled duplex is just a block from GULF BEACHES and has a laid back feel. Everything you’ll need for a great vacation is waiting at this Anna Maria Island Holmes Beach rental. Beach trips were...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    PURPLE PARROT- HEATED POOL   SHORT WALK TO BEACH1 / 69
    (17)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Patio
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Too Cute!! Cottage with that Olde Florida Charm. NEW on market with NEW HEATED PRIVATE POOL. Bring your boat the neighborhood boat ramp just across street. Not a busy ramp, only for this street and trailers go back to the house. We also have a fenced in area for your trailer. 2 Bedrooms w/ 2 Full...
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    Location Information
    Anna Maria Island, Florida 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The cottages at Palm Isle Village are some of the finest and most favored vacation properties on Anna Maria Island. We are always very proud to recommend them to our vacationers and no one can say it isn’t a special place to spend quality time with friends and family. With so many indulgent,...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Smoking allowed
    About this property
    Anna Maria Island's chic upscale development offers this ground level, vacation cottage at called Sunfish Cottage! Every detail has been taken care of with our guest's relaxation in mind. (2) Bedroom, (2) Bath, accommodating up to (4) people: 1 King, 1 Queen. You’ll have the comfort of high...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Find the paradise vacation you’ve been looking for at 202 66th street on Anna Maria Island. Enjoy accommodations for up to 6 guests just a block from some of the best beaches of the west coast of Florida! This remodeled 2 bedroom Anna Maria Island beach rental offers one king bed, one queen bed...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
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    • Shared Garden
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    Kid friendly
    Smoking allowed
    About this property
    Good Times Cottage located one block from the beach at 305 Highland Avenue in Bradenton Beach is a newly renovated Coastal Cottage. This quiet cottage has two bedrooms and one bathroom and is decorated in a light, bright and very cheery decor. There is a great covered patio with an eating area...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    The various shades of blue throughout Sea's the Day make this a  water lover's dream vacation cottage. Sitting about 200 steps to the beach access, it's like you are a sea shell throw away from the beautiful AMI beaches, and you have a pool oasis out in your own backyard. There’s room for up...
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    Location Information
    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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